Hi Alan:
Thank you for the opportunity for me to try to help. Of course, the following are pure guesses, as zoning laws and neighbourhoods could have changed, but this is what I believe could be somewhat accurate...
[Note you can see the residences by looking at current online maps - I use go**le maps. (I don't know if we can mention websites.)
]
2020 Turk Street - I believe it was his residence, as "r" is indicated in the directory ("r" was either resides or residence). Trying an internet search (Prout "2020 Turk" San Francisco) results also include "h" for what I believe to be house. Looking at a current online map, I also believe it would be his residence.
515 Magellan Avenue (his address in c1931?) (Also listed at this address was I L Prout)
House built in 1922? I would guess this was his residence.
I actually don't know too much about this neighbourhood, but looking at the online map, the neighbourhood has beautiful houses.
1177 California St , apartment 1202 Current building built in 1974? I believe this would have been a residence. Buildings in this part of the city burned during the 1906 earthquake. If he lived on an upper floor, he could have had amazing views of the city.
We lived in the neighbourhood. It was somewhat upscale (we weren't terrible upscale, however).
When we lived there, Huntington Park was a beautiful little park. Depending upon his religion, he possibly could have attended Grace Cathedral, which was steps away from his residence.
645 Stockton St Built in 1928? Buildings in this part of the city burned during the 1906 earthquake.
I would guess it was his residence. If the white building is 645 Stockton, and if he lived on an upper floor, I believe he would have had a gorgeous view of the city. This also could have been a somewhat upscale neighbourhood.
118 Dolores Built in 1908? I would guess it was his residence. While the neighbouring buildings are cute, I would think that they were beautiful, prior to what looks like siding being added to the exterior. I don't know anything about this neighbourhood.
1413 Willard St Most likely his residence. This could have also been a nice neighbourhood. While we also lived several blocks away from this address (we moved around a lot), I don't know anything about the blocks surrounding this building. There were a number of beautiful Victorian buildings where we lived; and the majority were well kept up. Looking at the image for this road, I can tell you from experience that he could have had irritating moments when he was trying to get out of a parking space if people were parked too closely to him. Maneuvering in and out of parking spaces on hills can be quite a challenge if one is pinned in a space.
Fillimore St - Fillmore Street?
Mr. Prout lived in what I consider to be beautiful buildings. The above locations in the city were (when I lived in San Francisco) generally nice to very nice neighbourhoods. He must have taken pride in where he lived and (being in the profession) possibly could have enjoyed the architecture surrounding him and the beauty the city offered.
I would be happy to help if you have any other questions.